Acetic Acid → HCID 86745265、化合物

HRID 1460199

反応式

HRID 1460199 の反応式
O[C:2]1([CH2:16][CH2:17][NH:18][C:19](=[O:23])[O:20][CH2:21][CH3:22])[CH2:11][CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]21C[CH2:14][CH2:13][CH2:12]2.S(=O)(=O)(O)O.O.[C:30](O)(=O)C>>[N:18]1([C:19]([O:20][CH2:21][CH3:22])=[O:23])[C:17]23[CH2:30][CH2:6][CH2:7][CH2:8][C:9]2([CH2:10][CH2:11][C:2]2[CH:3]=[CH:12][CH:13]=[CH:14][C:16]=23)[CH2:4][CH2:5]1

参加物

5

反応物 4

HCID 176Acetic AcidHCID 962WaterHCID 1118Sulfuric AcidHCID 86745264Ethyl (+/-)-[2-(3',4'-dihydro-2'-hydroxyspiro-[cyclopentane-1,1'(2'H)-napthalen]-2'-yl)ethyl]-carbamate

生成物 1

HCID 86745265HCID 86745265、化合物収率 59%

実験手順

A solution of the product from Example 13 (1.68 g, 5.29 mmol) in 15 mL of 3:1 acetic acid/concentrated sulfuric acid (v/v) was stirred at room temperature for 18 hours. The reaction mixture was poured into water (50 mL) and the resulting mixture was extracted with CH2Cl2 (4×30 mL). The combined organic extracts were dried (MgSO4), filtered and concentrated. The residue was dissolved in CH2Cl2 (100 mL and washed with saturated aq. bicarbonate solution (30 mL). The organic phase was dried (MgSO4), filtered and concentrated. The residue was purified by chromatography (silica gel, 9:1 heptane/ethyl acetate) to give the title compound (0.94 g, 59%) as a white solid mp 67°-69° C.

後処理

  1. extractionthe resulting mixture was extracted with CH2Cl2 (4×30 mL)
  2. dry with materialThe combined organic extracts were dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. dissolutionThe residue was dissolved in CH2Cl2 (100 mL
  6. washwashed with saturated aq. bicarbonate solution (30 mL)
  7. dry with materialThe organic phase was dried (MgSO4)
  8. filtrationfiltered
  9. concentrationconcentrated
  10. customThe residue was purified by chromatography (silica gel, 9:1 heptane/ethyl acetate)

出典と根拠

ORDレコード
ord-cd260806412b4d5ebad6b73b7513bf0c
出典データセット
uspto-grants-1991_12
特許番号
US05070093

関連ノート

読み込み中…